Reaktion #1939

Reaktionsgleichung

hydrochloric ether

BOP

compound

4-Acetamido-4-phenyl-1-[2-[1-(3,4-dichlorophenyl)-2-(N-methylamino)ethoxy]ethyl]piperidine dihydrochloride

phenylacetic acid

→

hydrochloride

4-Acetamido-4-phenyl-1-[2-[1-(3,4-dichlorophenyl)-2-(N-methyl-N-benzylcarbonylamino)ethoxy]ethyl]piperidine hydrochloride hemihydrate

Lösungsmittel

DCM

triethylamine

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe resulting mixture is concentrated under vacuum
2. 2
   Waschenwashed with water, with 1N NaOH solution and with saturated NaCl solution
3. 3
   Trocknendried over MgSO4
4. 4
   Einengenconcentrated under vacuum
5. 5
   SonstigeThe residue is chromatographed on silica gel H
6. 6
   SonstigeThe product obtained
7. 7
   Einengenconcentrated under vacuum

Vorschrift

0.46 ml of triethylamine and then 0.5 g of BOP are added to a mixture of 0.5 g of the compound obtained in EXAMPLE 11, step B), 0.127 g of phenylacetic acid and 10 ml of DCM. The resulting mixture is concentrated under vacuum and the residue is taken up with AcOEt, washed with water, with 1N NaOH solution and with saturated NaCl solution, dried over MgSO4 and concentrated under vacuum. The residue is chromatographed on silica gel H using DCM and then a DCM/MeOH mixture (94/6; v/v) as the eluent. The product obtained is taken up with DCM, acidified to pH 1 by the addition of hydrochloric ether and concentrated under vacuum to give 0.42 g of the expected hydrochloride after crystallization from iso ether. M.p.=125° C.

Quelle